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Título: | Synthesis, characterisation and application of pyridine-modified chitosan derivatives for the first non-racemic Cu-catalysed Henry reaction. |
Autor(es): | Gonçalves, Fernanda Jorge Kamal, Fadwa Gaucher, Anne Gil, Richard Bourdreux, Flavien Martineau Corcos, Charlotte Gurgel, Leandro Vinícius Alves Gil, Laurent Frédéric Prim, Damien |
Palavras-chave: | Solid-state 13C NMR Heterogeneous catalysis Copper |
Data do documento: | 2018 |
Referência: | GONÇALVES, F. J. et al. Synthesis, characterisation and application of pyridine-modified chitosan derivatives for the first non-racemic Cu-catalysed Henry reaction. Carbohydrate Polymers, v. 181, p. 1206-1212, fev. 2018. Disponível em: <https://www.sciencedirect.com/science/article/pii/S0144861717314091>. Acesso em: 05 abr. 2019. |
Resumo: | The preparation, characterisation and application of two pyridine-modified chitosan derivatives (C1 and C2) containing Cu(OAc)2 adsorbed as catalysts for the conversion of benzaldehyde into 2-nitro-1-phenylethanol are described. Quantitative solid-state 13C multiple-contact cross-polarization, magic-angle-spinning, nuclear magnetic resonance (MC-CP MAS NMR) measurements confirmed the successful grafting of 2-pyridinecarboxaldehyde and 6-methylpyridine-2-carboxaldehyde to the chitosan backbone and indicated that 47(±2)% of the NH2 groups were grafted for both C1 and C2. The use of C1-Cu(OAc)2 as a catalyst in the nitroaldol reaction led to 96(±1)% conversion and 19(±4)% enantiomeric excess (ee), while the use of C2-Cu(OAc)2 as a catalyst also promoted the nitroaldol reaction, affording almost quantitatively the expected 2-nitro-1-phenylethanol (98(±1)%) with 14.5(±1.5)% ee. |
URI: | http://www.repositorio.ufop.br/handle/123456789/11214 |
Link para o artigo: | https://www.sciencedirect.com/science/article/pii/S0144861717314091 |
DOI: | https://doi.org/10.1016/j.carbpol.2017.12.012 |
ISSN: | 0144-8617 |
Aparece nas coleções: | DEQUI - Artigos publicados em periódicos |
Arquivos associados a este item:
Arquivo | Descrição | Tamanho | Formato | |
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ARTIGO_SynthesisCharacterisationApplication.pdf Restricted Access | 1,3 MB | Adobe PDF | Visualizar/Abrir |
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